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Isle of Portland Pet Friendly Rentals

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    Travelers to Isle of Portland are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    19 Matching Rentals in Isle of Portland
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    Rosa Cottage1 / 30
    (34)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    The Gift House, a historic Seaman's Chaplaincy1 / 22
    (3)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    5 Cove Park1 / 14
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Cliff Walk Cottage1 / 22
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • DVD Player
    • Parking
    • Washer
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Really nice house has everything you need for your stay away nice quiet area good parking good base for exploring the Weymouth Portland area
    Reviewed 2 weeks ago
    We were attending Weymouth and Portland sailing club for a sailing event and found this cottage perfect as only 10 min drive away and the house had everything we needed for the...
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    About this property
    Cliffwalk Cottage is a modern two bedroom house, which can sleep up to 4 people. The Property has WiFi and full gas central heating throughout. At the rear of the house there is a enclosed garden with patio and BBQ area with garden furniture and a clothesline. The lounge / diner : smart TV, Blu...
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    Isle of Portland, Dorset DT5 2LZ
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Quarries Reach, rural & sea views Portland, Dorset1 / 17
    (57)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Certificate of Excellence
    are dog friendly & can eat in the bar the staff are very helpful and friendly.I would recommend booking a table as the eight kings is very popular because of its reputation.I will be definitely be rebooking quarri...
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Central Heating
    • Washer
    • Ocean Views
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 1, 2018
    Perfect for our family's needs for a very enjoyable weeks stay! Plenty of room and spacious shower room, bathroom and separate toilet - not to be underestimated with a big family!
    Reviewed June 27, 2018
    This is a good location for both Portland and Weymouth. We thoroughly enjoyed our stay at Quarries Reach and would highly recommend this accommodation if you are planning a trip...
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    About this property
    Ideal for small groups, couples & families - fabulous rural and sea views. A contemporary spacious detached house with a safe, secluded and walled garden. Situated in a prime position with spectacular rural and sea views looking towards Dorset's Jurassic Coast. Sleeps up to 8 +2 comfortably in...
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    Isle of Portland, Dorset DT5 2DL
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Ted's House1 / 11
    (1)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Patio
    • Washer
    • Private Yard
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 2, 2018
    Just arrived home after staying for the Whitsun Week at Teds House and enjoyed our stay very much. Chesil Beach just down the road and 4 local pubs within walking distance, we...
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    About this property
    This lovely holiday home sits in the heart of Fortuneswell, Portland a short stroll from the Jurassic Coast. Sea views can be seen from the property where in the evening the rear windows provide lovely sunset viewing. The owners of the property have made this holiday property a home and offers...
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    Isle of Portland, Dorset DT5 1AG
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Artist Cottage - Charming coastal cottage on Portland :-)1 / 12
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Shared Yard
    • Balcony
    • Ocean Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 18, 2017
    We stayed with friends on New Years Eve in this beautiful terraced cottage. The experience was amazing: Portland Bill seems to exist in a time warp and I will always remember...
    Reviewed March 30, 2017
    We have stayed here 3 or 4 times and always had a lovely time. The house is a very pretty old traditional Portland Stone building. It is in a no through road so very quiet...
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    About this property
    Built in the 1800's, this sweet little original Portland stone Fisherman's cottage promises a lovely holiday experience.Artist Cottage sleeps four people in two bedrooms and has been delightfully restored.The cottage is found in Fortuneswell just five minutes from the National Sailing Academy and a...
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    Isle of Portland, Dorset DT5 1NQ
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Schooner Cottage - New This year!1 / 36
    (9)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    A lovely, cosy cottage that has been stunningly renovated with a lot of thought put into it and dog friendly too!
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    • Central Heating
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Schooner cottage has been beautifully restored, giving it the character of its Georgian past with modern amenities.My husband and I stayed on Portland for 4 nights.. The views...
    Reviewed 5 weeks ago
    This was our first visit to Portland and we had a brilliant stay. Our base was Schooner Cottage, a very quaint, very old fisherman's cottage which has been renovated to the...
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    About this property
    Schooner Cottage is a carefully restored Georgian fisherman’s house, located in Fortunes Well, Portland, Dorset. The cottage will offer you a relaxing wintertime retreat with a Danish hygge feel, where you can be cosy in front of a log burning stove. You will hear the westerly storm rage outside,...
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    Isle of Portland, Dorset DT5 1NH
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Portland Hideaway1 / 8
    (10)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Certificate of Excellence
    Idyllic hideaway, perfect for a relaxing break and dog friendly
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    • Cable/satellite TV
    • Washer
    • Parking
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 26, 2017
    Comfortable and surprisingly spacious, kitchen adequately equipped, owners next door but very low profile.The Hideaway is a conservatory and therefore does get very warm...
    Reviewed August 24, 2017
    Great little place. good location everywhere within easy reach. Bus stop outside house so no need to use the car. Great place for a birder to stay.
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    About this property
    The Portland Hideaway is a 4* self contained self catering unit with open plan living space.It benefits from a fully equipped kitchen,separate shower room with wc & sink,open plan bedroom/lounge area with ample seating on the reclining leather sofa's & air conditioning unit for your comfort....
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    Isle of Portland, Dorset DT5 2DS
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A sea side cottage situated a short stroll from Chesil beach and the Cove Inn, at the heart of Fortuneswell within a short distance of the Jurassic Coastline and National Sailing Academy at Portland Harbour. At the front of the property is an ideal place to relax with a cocktail under your own...
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    Isle of Portland, Dorset DT5 1NJ
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Cliff House1 / 8
    (4)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Parking
    • Private Yard
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 21, 2018
    Large rooms basic accommodation with no frills. This is reflected in the price. Owners friendly & accommodating. Beach & parking behind property. Suited our needs for a...
    Reviewed November 10, 2016
    The whole family and dog had a great time, only thing missing for me was wifi. the pool table was in good nick, bathroom had damp walls but I was renting it not buying it so...
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    About this property
    Portland Stone detached house backing onto Chisel Beach. 3 bedrooms, gas central heating, large bathroom on the first floor, and ample parking for two cars. Ideal for sailing holidays, dog walkers, in fact anyone who wants to make use of all that Portland has to offer. The property also has a...
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    Isle of Portland, Dorset DT5 1AW
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Shearwater located in Portland, Dorset1 / 36
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 5, 2014
    We rented this house for a family holiday in October 2013, and couldn't of been happier with the accommodation.The house was clean, well laid out and had everything you could...
    Reviewed May 12, 2013
    Found the property to be very clean and beautifully decorated. The kitchen had everything you needed down to washing up liquid to tin foil and cling film. There was a brochure...
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    About this property
    Shearwater is a newly built three bedroom house, set over three floors, designed by an award-winning team and located on the east coast of Portland. It offers superb views of Pennsylvania Castle and out to the sea. The property is a highly energy efficient ‘Passivhaus' eco-home, operating on a low...
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    Isle of Portland, Dorset DT5 1FJ
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casita del mar1 / 11
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • Grill
    • Balcony
    • Washer
    • DVD Player
    • Terrace
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 6, 2017
    This cottage suited our family needs perfectly as we were able to bring our very well behaved dog with us! Susan was so helpful and ensured we were well informed about the...
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    About this property
    150 Year Old Portland Stone Fisherman's Cottage. Two leather sofas to seat six. Freeview T.V. Books. DVD's. C.D's. Games .Wifi. There is a wood burning stove for the winter months and barbeque and alfresco dining during the summer months. Vintage pine dining table and chairs to seat six. A...
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    Isle of Portland, Dorset DT5 1NJ
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Bayview1 / 22
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Patio
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2015
    We loved our stay at Bayview. The back garden was definitely the best part of this property, the views were breathtaking! Lovely views from most windows too. House had lovely...
    Reviewed May 29, 2014
    My partner and I stayed here while visiting our nieces and needed a close place to stay. She was pregnant at the time and so proximity to our nieces and cleanliness were very...
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    About this property
    Bayview has beautiful sea and coastal views in all directions. There are extensive coast and country walks from the door and a number of local coves and beaches with safe swimming, in particular Weymouth. Portland Harbour is famed for its water sports and was the venue for the last Sailing...
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    Isle of Portland, Dorset DT5 1HE
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Chesil View House located in Portland, Dorset1 / 15
    (2)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 25, 2017
    Just back from a lovely week here. The house is beautiful and the views from the top floor are amazing. Yes it's on a steep hill but so are most houses on Portland! Parking...
    Reviewed January 17, 2017
    The little house on St Martins Road is very sweet. It is on a tremendous hill and parking can be a problem but once inside it is very well appointed. The living/dining room is a...
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    About this property
    Chesil View House offers stylish accommodation that was originally a fisherman's cottage in the beautiful village of Fortuneswell, nestled amongst the hills of Portland. Internally the property is furnished to a high standard with spectacular views from the top of the house of Chesil Beach, Lyme...
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    Isle of Portland, Dorset DT5 1JY
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Sea Pinks Cottage located in Portland, Dorset1 / 13
    (3)Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 23, 2017
    This booking was made on behalf of my daughter and her young family, and friends of hers. The owner was very helpful when I was making the arrangements. Overall my family were...
    Reviewed November 7, 2016
    Upon arrival we weren't overly surprised at the lack of parking in Mallams. It is very narrow. Yes, you can stop in the vicinity to unload, but then have to drive down to a free...
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    About this property
    Sea Pinks Cottage was built around 1860 and is a fine example of a traditional fisherman's cottage built with Portland stone. The property has been refurbished to a high standard with the bedrooms offering views either towards Portland, Lyme Bay or Chesil Beach. Externally, the property boasts a...
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    Isle of Portland, Dorset DT5 1NJ
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Elizabethan House located in Portland, Dorset1 / 24
    (4)Average
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 16, 2018
    Lovely old house, walls very thick so nice and cool in the hot weather. Typical stairs for an old property loved it. The free car park opposite does get busy as is the road that...
    Reviewed October 3, 2017
    The house was perfect for our visit, everything we needed. Close to the beach and also local pub. The dogs enjoyed it too!
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    About this property
    Elizabethan House is 17th Century Grade II listed property located in Portland, situated just 500 yards from Chesil Beach and within a short walk from the National Sailing Academy. Internally, the property has been refurbished whilst retaining a character style with exposed stone walls, stripped...
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    Isle of Portland, Dorset DT5 1AP
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll be sure to enjoy your time whilst staying at Cornerstone. This well-appointed home from home, complete with period features, offers ample accommodation for up to six guests, looking to enjoy a holiday in coastal Dorset. The modern kitchen is fully-equipped with a breakfast bar, which makes...
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    Castletown, Isle of Portland DT5 1LD
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Central Heating
    • Ocean Views
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wavecrest is in the village of Fortuneswell, overlooking Chesil Beach and close to the Weymouth and Portland Sailing Academy and Windsurfing Centre. Perfectly located for sailors, windsurfers, divers, walkers and cyclists with storage for boards, sails, bikes and wetsuits as well as a 72 hour free...
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    Location Information
    Isle of Portland, Dorset DT5 1LX
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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